Hydrazine hydrate (1:1) → HCID 15567271, compound

HRID 1390154Notes

Reaction equation

HRID 1390154 reaction equation
[NH:1]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[C@H:2]([C:11]([NH:13][C@@H:14]([C:16]([NH:18][CH2:19][C:20]([NH:22][C@H:23]([C:31](OC)=[O:32])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:21])=[O:17])[CH3:15])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.O.[NH2:43][NH2:44]>CO>[NH:1]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[C@H:2]([C:11]([NH:13][C@@H:14]([C:16]([NH:18][CH2:19][C:20]([NH:22][C@H:23]([C:31]([NH:43][NH2:44])=[O:32])[CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:21])=[O:17])[CH3:15])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15567268HCID 15567268, compound

Product 1

HCID 15567271HCID 15567271, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

43 g of Boc-Tyr-(D)-Ala-Gly-Phe-OCH3 are dissolved in 300 ml of methanol and 35 ml of hydrazine hydrate are added. After one day at room temperature, the mixture is evaporated and the residue is triturated with water which has been acidified to pH 3 with HCl. The precipitated product is filtered and dried to yield the title compound. M.P. 195° (decomp.). [α]D20 =-20.9 (C=1 in DMF).

Workup

  1. customthe mixture is evaporated
  2. customthe residue is triturated with water which
  3. filtrationThe precipitated product is filtered
  4. customdried

Sources & evidence

ORD record
ord-1a20a0647c194f29a8d9d51bfb8ab77b
Source dataset
uspto-grants-1981_01
Patent number
US04247543

Reaction notes

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